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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295655Generated: October 31, 2026

1-Ethylpiperazine → (3-Chloro-benzyl)-{6-[4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}-amine

https://huagongshe.com/reaction/1295655

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-EthylpiperazineHCID 79196—
Reactant(3-Chloro-benzyl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amineHCID 69179730—
Solvent1,4-DioxaneHCID 31275—
Product(3-Chloro-benzyl)-{6-[4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}-amineHCID 69179519—

Reaction Conditions

Temperature90 °C

Reaction Steps

(3-Chloro-benzyl)-[6-(4-chloromethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine (150 mg, 0.35 mmol) is suspended in 5 ml dioxane and treated with N-ethyl-piperazine. The mixture is heated to 90° C. for 7 h. The solvent is evaporated and the residue is purified by flash chromatography on 34 g of silica gel. The column is eluted using a mixture of dichloromethane/methanol with gradually increasing concentrations of methanol starting with 100:1.25 and ending with 100:5 and then switching to dichloromethane/methanol/conc. ammonia starting with 100:5:0.25 and ending with 100:10:0.5. Fractions containing the title compound were pooled and concentrated on a rotary evaporator to give the title compound; m.p. 241-243° C.; MS-ES+: (M+H)+=461.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244729B2
Source datasetuspto-grants-2007_07
ORD IDord-ec076c2081c143108b397cf8da29c359
Source noteuspto-grants-2007_07